Nicotredole (Tryptamide) is an orally bioactive anti-inflammatory agent. Nicotredole displays significant anti-inflammatory effects comparable to those of Phenylbutazone. Nicotredole has only weak ulcerogenic activity. Nicotredole is studied for pain relief.

Physicochemical Properties

Molecular Formula	C16H15N3O
Molecular Weight	265.31
Exact Mass	265.121
CAS #	29876-14-0
PubChem CID	65768
Appearance	Light brown to brown solid powder
Density	1.2±0.1 g/cm3
Boiling Point	588.4±35.0 °C at 760 mmHg
Flash Point	309.7±25.9 °C
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.669
LogP	1.94
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	4
Heavy Atom Count	20
Complexity	334
Defined Atom Stereocenter Count	0
SMILES	O=C(C1=C([H])N=C([H])C([H])=C1[H])N([H])C([H])([H])C([H])([H])C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12
InChi Key	ZDAZUJBASMCUAK-UHFFFAOYSA-N
InChi Code	InChI=1S/C16H15N3O/c20-16(13-4-3-8-17-10-13)18-9-7-12-11-19-15-6-2-1-5-14(12)15/h1-6,8,10-11,19H,7,9H2,(H,18,20)
Chemical Name	N-[2-(1H-indol-3-yl)ethyl]pyridine-3-carboxamide
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	In vitro prostaglandin synthetase activity is inhibited by nicotinedole[1].
ln Vivo	Rat paw oedema produced by carrageenin responds to intrathecal nicotine]1. In addition to producing analgesic effects, nicotredole reverses pyrogen-induced hyperthermia in rats, increases the duration of hexobarbital sleep in rats, and reduces locomotor activity in both rats and mice[1]. For male rats and male mice, the LD50s of itotrezole (ip) are 1260 mg/kg and 1980 mg/kg, respectively[1]. For male rats and male mice, the LD50s of nicotredole (po) are 8.5 g/kg and 9.3 g/kg, respectively[1]. Nicotredole (25 mg/kg; po or ip) has rapid elimination (t1/2=55.72-74.52 min) and absorption (t1/2=4.92-17.5 min). After 30 min, it can achieve its Cmax (11–13 μg/cm3), and its AUC values fall between 21.40 and 27.30 (μg·h/cm3)[2].
References	[1]. Herman ZS, et, al. Basic pharmacological properties of a novel antiinflammatory drug tryptamide. Pol J Pharmacol Pharm. Nov-Dec 1987;39(6):729-36. [2]. Szumiło H. Pharmacokinetics of tryptamide following oral and intraperitoneal administration in rats. Acta Pol Pharm. 1990;47(1-2):19-22. [3]. Kulig D, et, al. A comparison of anti-inflammatory, analgesic and ulcerogenic action of tryptamide, ibuprofen and piroxicam. Pol J Pharmacol Pharm. Nov-Dec 1987;39(6):769-72.

Solubility Data

Solubility (In Vitro)

DMSO: 25 mg/mL (94.23 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (7.84 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (7.84 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (7.84 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.7692 mL	18.8459 mL	37.6918 mL
	5 mM	0.7538 mL	3.7692 mL	7.5384 mL
	10 mM	0.3769 mL	1.8846 mL	3.7692 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.